Term: amides
https://doi.org/10.1351/goldbook.A00266

Definition:
Derivatives of oxoacids RkE(=O)l(OH)m (l ≠ 0) in which an acidic hydroxy group has been replaced by an amino or substituted amino group. Chalcogen replacement analogues are called thio-, seleno- and telluro-amides. Compounds having one, two or three acyl groups on a given nitrogen are generically included and may be designated as primary, secondary and tertiary amides, respectively, e.g. A00266-1.png benzamide, A00266-2.pngN,N-dimethylmethanesulfonamide, A00266-3.png secondary amides (see imides), A00266-4.png tertiary amides, A00266-5.png phenylphosphonamidic acid.

Notes:
0) Amides with NH2, NHR and NR2 groups should not be distinguished by means of the terms primary, secondary and tertiary.
1) Derivatives of certain acidic compounds RnE(OH)m, where E is not carbon (e.g. @S06096@, RSOH, @P04556@, R2POH), having the structure RnE(NR2)m may be named as amides but do not belong to the class amides proper, e.g. CH3CH2SNH2 ethanesulfenamide or ethylsulfanylamine.

Related Terms:
1) sulfenic acids (http://doi.org/10.1351/goldbook.S06096).
2) phosphinous acids (http://doi.org/10.1351/goldbook.P04556).
3) oxoacids (http://doi.org/10.1351/goldbook.O04374).
4) thio (http://doi.org/10.1351/goldbook.T06347).
5) acyl groups (http://doi.org/10.1351/goldbook.A00123).
6) imides (http://doi.org/10.1351/goldbook.I02948).

Images:
1) example amide (benzamide) (https://goldbook.iupac.org/img/inline/A00266-1.png) 
2) example amide (N,N-dimethylmethanesulfonamide) (https://goldbook.iupac.org/img/inline/A00266-2.png) 
3) example amides (secondary amides - see imides)) (https://goldbook.iupac.org/img/inline/A00266-3.png) 
4) example amide (tertiary amides) (https://goldbook.iupac.org/img/inline/A00266-4.png) 
5) example amide (phenylphosphonamidic acid) (https://goldbook.iupac.org/img/inline/A00266-5.png) 

Source: 

Citation: 'amides' in IUPAC Compendium of Chemical Terminology, 5th ed. International Union of Pure and Applied Chemistry; 2025. Online version 5.0.0, 2025. https://doi.org/10.1351/goldbook.A00266

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